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(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride

HCID 2723635
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
66-84-2
Standard SMILES
Cl.N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIKey
QKPLRMLTKYXDST-NSEZLWDYSA-N
Molecular formula
C6H14ClNO5
Average molar mass
215.63 g/mol
Monoisotopic mass
215.05605023

Overview

See also: Glucosamine Hydrochloride (annotation moved to).

Names & identifiers

Preferred name
(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride
IUPAC
(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochloride
English name
D-Glucosamine hydrochloride
Molecular formula
C6H14ClNO5
Molecular weight
215.63

Names & synonyms

1078691-95-82-Amino-2-deoxyglucose hydrochloride(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride2-Amino-2-deoxyglucose (hydrochloride)D(+)-Glucosamine hydrochloride(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochlorideCAS-66-84-2SMR000718786C6H14ClNO5EN300-57128Glucosamine hydrochloride; 2-Amino-2-deoxy-d-glucopyranose hydrochlorideNCGC00094688-01
Show more names
GLUCOSAMINE HYDROCHLORIDEGLUCOSAMINE HCLD-GLUCOSAMINE HCL2-AMINO-2-DEOXY-D-GLUCOSE HYDROCHLORIDEGlucosamine for system suitability CRSD-GLCN HCLD-Glucosamine Salt(+)-2-Amino-2-deoxy-D-glucose hydrochloride2-amino-2-deoxy-D-glucose hydrochloride (1:1)2-[15N]aMino-2-deoxy-d-[UL-13C6] glucose hydrochloride
GlcN.HClglucosamine HCl saltGlucosamine-HCl salt2-Amino-2-deoxy-D-glucopyranose Hydrochloride66-84-2 (HCl)glucosamine-hydrochloride2-Amino-2-deoxyglucose HClSCHEMBL21213

Properties

Computed structural properties

Topological polar surface area
116 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
6
Rotatable bonds
1
Heavy atoms
13
Formal charge
0
Complexity
155

Experimental & physicochemical properties

Solubility>32.3 [ug/mL] (The mean of the results at pH 7.4)

Physicochemical properties

Melting point
190 · 190-194 °C (dec.)(lit.)
alpha
72.5 · 72.5 º (c=2, H2O, 5hrs.)
refractive index
72 ° · 72 ° (C=1, H2O)
storage temp.
2 · 2-8°C
solubility
2 O: · H2O: 0.1 g/mL, clear, colorless
form
crystalline
color
White
biological source
Aspergillus nigermaize fruit
Water Solubility
soluble
Merck
14 · 14,4458
BRN
4157370 · 4157370
Stability
Stable. Incompatible with strong oxidizing agents. Combustible.
Cosmetics Ingredients Functions
ANTISTATICHAIR CONDITIONING

Safety & regulation

Safety data

F
3-10
wgk
2
tsca
TSCA listed
rtecs
LZ6665000
hs_code
29329985
risk_code
21-36/38-46-62-63
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
F,Xi,Xn
hazard_note
Highly Flammable
safety_code
24/25-53-36/37-26-25
Storage Class
11 - Combustible Solids
Hazard statements
H315-H319-H335
REACH Registrations
Inactive
Precautionary statements
P261-P271-P280

Chemistry & industry

Applications · 4 items

Usesglucosamine hydrochloride (glucosamine HCl) is used to adjust the pH of a formulation. It also has anti-static and hair-conditioning properties.

UsesNovel application of glucosamine is to prepare medical agent for treating vertigo. It is used as food ingredients and additives, raw material for anti cancer and antibiotic drugs.

UsesNovel application of D-Glucosamine hydrochloride to prepare medical agent for treating vertigo. Found in chitin, in mucoproteins, and in mucopolysaccharides. Antiarthritic. Recent studies show that its chondroprotective activity is related to its antiapoptic properties.

General DescriptionD-Glucosamine hydrochloride is frequently employed as a dietary supplement to support joint health and alleviate inflammation. It is recognized for its role in the biosynthesis of glycosaminoglycans and subsequently in the formation of cartilage and joint tissues.

Preparation methods · 1 item

PreparationA novel method for preparing glucosamine hydrochloride using chitosan includes the following steps: hydrochloric acid hydrolysis, mother liquor cooling crystallization, filtrate concentration, concentrated solution cooling crystallization, decolorization, decolorized solution crystallization, and purification. In this method, after hydrolysis and filtrate concentration, cooling crystallization is performed first to separate D-glucosamine hydrochloride from the solution with a high impurity content. This also allows oils and impurities to precipitate from the solution and suspend on the top layer of the crystals, facilitating their removal.

Upstream & downstream products

Upstream raw materials

Potassium hydroxideCitric acid

Downstream products

Related reactions

70 records
New reaction record
HRID 279926 reaction equation
HRID 279926As reactantuspto-grants-1986_05
HRID 279927 reaction equation
HRID 279927As reactantuspto-grants-1986_05
HRID 374402 reaction equation
HRID 374402As reactantuspto-grants-1996_01
HRID 374403 reaction equation
HRID 374403As reactantuspto-grants-1996_01
HRID 417800 reaction equation
HRID 417800As reactantuspto-grants-2012_01
HRID 482126 reaction equation
HRID 482126As reactantuspto-grants-1998_08
HRID 498166 reaction equation
HRID 498166As reactantuspto-grants-2005_09
HRID 548538 reaction equation
HRID 548538As reactantuspto-grants-2011_05
Page 1 of 9

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
66-84-2
PubChem CID
2723635
DTXSID
DTXSID5037236
Cosmetic Ingredient Review (CIR)
D-Glucosamine hydrochloride (66-84-2)
InChI
InChI=1/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2-,3-,4-,5-,6;/s3
InChIKey
QKPLRMLTKYXDST-LPRXMDNASA-N
SMILES
[C@H]1(CO)OC([C@H](N)[C@@H](O)[C@@H]1O)O.Cl |&1:0,5,7,9,r|
LogP
-2.375 · -2.375 (est)
CAS DataBase Reference
66 · 66-84-2(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
750 W5330FY · 750W5330FY
EPA Substance Registry System
2 · D-Glucose, 2-amino-2-deoxy-, hydrochloride (66-84-2)
UNSPSC Code
41116107 · 41116107
NACRES
79 · NA.79
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
261 · P261-P271-P280
Hazard Codes
F,Xi,Xn
Risk Statements
21 · 21-36/38-46-62-63
Safety Statements
24 · 24/25-53-36/37-26-25
WGK Germany
2 · 2
RTECS
6665000 · LZ6665000
F
3 · 3-10
Hazard Note
Highly Flammable
TSCA
TSCA listed
HS Code
29329985 · 29329985
Storage Class
11 · 11 - Combustible Solids
REACH Registrations
Inactive
Fructosazine
deoxyfructosazine
1-[4-(1,2,3,4-Tetrahydroxybutyl)-1H-imidazol-2-yl]ethanone
N-Acetyl-D-Glucosamine

Suppliers101 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
河北创之源生物科技有限公司13012111162
INTATRADE GmbH+49 3493/605464 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
阿法埃莎(中国)化学有限公司400-6106006 · [email protected]
太原市瑞和丰科贸有限公司+86 351 7031519 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
深圳虹彩祥根生物科技有限公司+86-0755-89668383 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
西安拉维亚生物科技有限公司13022827400 18629620162 · [email protected]
Beckmann-Kenko GmbH+49 4241 9308 88 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
北京泰亚杰科技有限公司021-33690831-8001 13552411790;18616022633 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
成都锦然生物科技有限公司028-83311324 1278112614 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技(中国)有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
上海特伯化学科技有限公司+86-21-60341587 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
上海贤鼎生物科技有限公司4009209199 · [email protected]
南京杜莱生物技术有限公司025-84699383-8003;025-846993838003-8003 18013301590 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]